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Chinese Academy of Sciences Institutional Repositories Grid
A concise synthesis of two isomeric pentasaccharides, the O repeat units from the lipopolysaccharides of P. syringae pv. porri NCPPB 3364(T) and NCPPB 3365

文献类型:期刊论文

作者Ma, ZC; Zhang, JJ; Kong, FZ
刊名CARBOHYDRATE RESEARCH
出版日期2004
卷号339期号:1页码:43-49
关键词Oligosaccharide Rhamnose Glucosamine
DOI10.1016/j.carres.2003.09.014
英文摘要A concise synthesis of two isomeric pentasaccharides, alpha-L-Rhap-(1-->2)-alpha-L-Rhap-(1-->3)-alpha-L-Rhap-(1-->3)-[beta-D-GlcpNAc-(1--> 2)]-alpha-L-Rhap (A) and alpha-L-Rhap-(1-->2)-alpha-L-Rhap-(1-->3)-[beta-D-GlcpNAc-(1-->2)]-alpha-L-Rhap-(1-->3)-alpha-L-Rhap (B), the O repeats from the lipopolysaccharides of Pseudonomonas syringae pv. porri NCPPB 3364(T) and 3365 was achieved via assembly of the building blocks, allyl 3,4-di-O-benzoyl-alpha-L-rhamnopyranoside (1), 2,3,4-tri-O-benzoyl-alpha-L-rhamnopyranosyl trichloroacetimidate (2), allyl 4-O-benzoyl-3-O-chloroacetyl-alpha-L-rhamnopyranoside (6), 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl trichloroacetimidate (7), and allyl 2,4-di-O-benzoyl-alpha-L-rhamnopyranoside (10). Coupling of 1 with 2 followed by deallylation and trichloroacetimidate formation gave the disaccharide donor 5, while condensation of 6 with 7, followed by dechloroacetylation, offered the disaccharide acceptor 9. Then, 5 was coupled with 10 to obtain the trisaccharide 11, and subsequent deallylation and trichloroacetimidate formation furnished the trisaccharide donor 13. Coupling of 9 with 13, followed by deprotection, afforded pentasaccharide 19, while condensation of 9 with 5, followed by deallylation and trichloroacetimidate formation, gave the tetrasaccharide donor 16, whose coupling with 10 and subsequent deprotection yielded another pentasaccharide 22. (C) 2003 Elsevier Ltd. All rights reserved.
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
WOS记录号WOS:000187803900005
源URL[http://ir.rcees.ac.cn/handle/311016/23581]  
专题生态环境研究中心_中国科学院环境生物技术重点实验室
推荐引用方式
GB/T 7714
Ma, ZC,Zhang, JJ,Kong, FZ. A concise synthesis of two isomeric pentasaccharides, the O repeat units from the lipopolysaccharides of P. syringae pv. porri NCPPB 3364(T) and NCPPB 3365[J]. CARBOHYDRATE RESEARCH,2004,339(1):43-49.
APA Ma, ZC,Zhang, JJ,&Kong, FZ.(2004).A concise synthesis of two isomeric pentasaccharides, the O repeat units from the lipopolysaccharides of P. syringae pv. porri NCPPB 3364(T) and NCPPB 3365.CARBOHYDRATE RESEARCH,339(1),43-49.
MLA Ma, ZC,et al."A concise synthesis of two isomeric pentasaccharides, the O repeat units from the lipopolysaccharides of P. syringae pv. porri NCPPB 3364(T) and NCPPB 3365".CARBOHYDRATE RESEARCH 339.1(2004):43-49.

入库方式: OAI收割

来源:生态环境研究中心

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